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Cycloaddition of 6-hydroxy-2,6-dimethylcyclohexa-2,4-dienone: A stereoselective entry into functionalized bicyclo[2.2.2]octanes and a novel 1,2-migration of methyl group

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Title Cycloaddition of 6-hydroxy-2,6-dimethylcyclohexa-2,4-dienone: A stereoselective entry into functionalized bicyclo[2.2.2]octanes and a novel 1,2-migration of methyl group
 
Creator SINGH, V
CHANDRA, G
MOBIN, SM
 
Subject homoallyl radical rearrangement
1st total-synthesis
enantioselective synthesis
periodate oxidation
route
ring
cyclohexa-2,4-dienones
construction
dimerization
phenols
cycloaddition
cyclohexa-2,4-dienone
diels-alder reaction
bicyclo[2.2.2]octane
1,2-migration
 
Description Cycloaddition of 6-hydroxy-2,6-dimethylcyclohexa-2,4-dienones with ethyl vinyl ether, butyl vinyl ether, vinyl acetate and vinyl phenyl sulphone leading to a stereoselective entry into bicyclo[2.2.2]octanes having quaternary methyl group is reported. A novel thermal 1,2-methyl migration has also been described.
 
Publisher COUNCIL SCIENTIFIC & INDUSTRIAL RES
 
Date 2011-07-20T11:13:53Z
2011-12-26T12:51:27Z
2011-12-27T05:36:35Z
2011-07-20T11:13:53Z
2011-12-26T12:51:27Z
2011-12-27T05:36:35Z
2008
 
Type Article
 
Identifier INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 47(12), 1886-1891
0376-4699
http://dspace.library.iitb.ac.in/xmlui/handle/10054/5453
http://hdl.handle.net/10054/5453
 
Language en